N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine as well as preparation method and application thereof

A technology of nitro and chlorotriethylamine hydrochloride, which is applied in the preparation of amino hydroxyl compounds, botany equipment and methods, applications, etc., and can solve the problems of rare new varieties of plant growth regulators, etc.

Inactive Publication Date: 2018-10-19
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are many studies on plant growth regulators, but most of them focus on the derivation of existing species and thei

Method used

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  • N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine as well as preparation method and application thereof
  • N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine as well as preparation method and application thereof
  • N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine as well as preparation method and application thereof

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preparation example Construction

[0040] The present invention also provides a preparation method for the compound described in the above technical scheme, comprising the following steps:

[0041] 1) dissolving 5-nitroguaiacol sodium and tetrabutylammonium bromide in aqueous sodium hydroxide solution to obtain a mixed solution;

[0042] 2) Dissolving β-chlorotriethylamine hydrochloride in water to obtain an aqueous solution of β-chlorotriethylamine hydrochloride;

[0043] 3) heating the mixed solution to 80° C., adding dropwise the β-chlorotriethylamine hydrochloride aqueous solution to the heated mixed solution to carry out a nucleophilic substitution reaction to obtain the compound shown in formula I;

[0044] There is no time sequence limitation between the steps 1) and 2).

[0045] The invention uses 5-nitroguaiacolate sodium as a raw material, and dissolves the 5-nitroguaiacolate sodium and tetrabutylammonium bromide in an aqueous sodium hydroxide solution to obtain a mixed solution. The present inventi...

Embodiment 1

[0071] In a 250ml four-necked flask, add 9g sodium 5-nitroguaiacol, 1.5g tetrabutylammonium bromide, and 100g mass concentration of 10% sodium hydroxide aqueous solution successively, stir and dissolve, add 50g water after dissolving, Raise the temperature to 800°C to obtain a reaction system;

[0072] 10g of β-chlorotriethylamine hydrochloride was dissolved in 36g of water, filtered to remove impurities, and then poured into a constant pressure dropping funnel;

[0073] The β-chlorotriethylamine hydrochloride solution is slowly added dropwise to the above reaction system, and the dropping time is controlled at about two hours. The progress of the reaction was followed by thin layer chromatography until the reaction was completed.

[0074] The obtained reaction solution was poured into a 250ml separatory funnel for layering while hot, and the organic phase was separated;

[0075] Cool the remaining aqueous phase to room temperature, wash with dichloromethane, and combine the...

Embodiment 2

[0080] In a 250ml four-necked flask, add 9g sodium 5-nitroguaiacol, 1g tetrabutylammonium bromide, and 100g aqueous sodium hydroxide solution with a mass concentration of 10% in sequence, stir and dissolve, add 50g water after dissolving, and heat up to 80°C to obtain a reaction system;

[0081] 9g of β-chlorotriethylamine hydrochloride was dissolved in 40g of water, filtered to remove impurities, and then poured into a constant pressure dropping funnel;

[0082] The β-chlorotriethylamine hydrochloride solution is slowly added dropwise to the above reaction system, and the dropping time is controlled at about two hours. The progress of the reaction was followed by thin layer chromatography until the reaction was completed.

[0083] The obtained reaction solution was poured into a 250ml separatory funnel for layering while hot, and the organic phase was separated;

[0084] Cool the remaining aqueous phase to room temperature, wash with dichloromethane, and combine the organic...

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Abstract

The invention provides a new compound, namely N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine. The N,N-diethyl-2-(2-methoxy-5-nitrophenoxyl)-ethylamine has an amino ether skeleton and can regulate the growth of plants. The compound is used for performing biological activity experiment on monocotyledon wheat, dicotyledon mung beans and peanuts. The experiment result indicates that for the mungbeans, the peanuts and the wheat, the compound has a remarkable acceleration effect when the concentration is low and has a certain inhibition effect when the concentration is high.

Description

technical field [0001] The invention relates to the technical field of plant growth promotion, in particular to N,N-diethyl-2-(2-methoxy-5-nitrophenoxy)-ethylamine and its preparation method and application. Background technique [0002] Phytohormones are a type of organic substances produced by the plant's own metabolism, and move from the production site to the action site. They are trace substances that have obvious physiological effects at very low concentrations. They are also called plant natural hormones or plant endogenous hormones. In terms of cell division and elongation, tissue and organ differentiation, flowering and fruiting, maturation and senescence, dormancy and germination, and in vitro tissue culture, it regulates the growth, development and differentiation of plants separately or in coordination with each other. Phytohormones are endogenous substances with very small content. Large-scale industrial production is realized by extracting hormones from plants,...

Claims

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Application Information

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IPC IPC(8): C07C217/20C07C213/00A01N33/22A01P21/00
CPCA01N33/22C07C217/20
Inventor 胡志强葛兆海李梓桐矫文景王国润
Owner QINGDAO UNIV OF SCI & TECH
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